Litcius/Paper detail

Vitamin B <sub>1</sub> ‐Catalyzed Multicomponent Reaction for Efficient Synthesis of an Isoxazolone Compound by Using Ultrasound in a Water and Its Selective Identification of Metal Ions

Dawei Zhang, Chang Liu, Lu Ren, Wenyu Li, Boyi Luan, Yumin Zhang

2023ChemistrySelect13 citationsDOI

Abstract

Abstract An efficient synthesis of 3‐methyl‐4‐(arylmethylene)isoxazol‐5(4 H )‐ones are developed via cyclocondensation in 84–94 % yields starting from aromatic aldehydes, hydroxylamine with ethyl acetoacetate vitamin B 1 is catalyzed under ultrasound radiation, and are characterized by HR‐MS, FT‐IR and 1 H and 13 C NMR spectroscopy. The reaction has simple operation, metal‐free catalysis, acid or base free catalysis. As a green catalyst, vitamin B 1 is found to possess favorable catalytic activity and reusability for the condensation reaction. 5‐(2‐Hydroxy‐3‐methoxybenzylidene)‐3‐methylisoxazol‐5(4 H )‐one as a metal ion fluorescent probe, has excellent selectivity to Sr 2+ and exhibits obvious discoloration. Fe 2+ quenches the fluorescence of the ligand 3‐methyl‐4‐(2,3,4‐trihydroxybenzylidene)isoxazol‐5(4 H )‐one, and exhibits an obvious color change.

Topics & Concepts

ChemistryEthyl acetoacetateCatalysisMetal ions in aqueous solutionCondensation reactionSelectivityHydroxylamineMetalLigand (biochemistry)AldehydeFluorescenceNuclear chemistryInorganic chemistryMedicinal chemistryPhotochemistryCombinatorial chemistryOrganic chemistryPhysicsReceptorBiochemistryQuantum mechanicsMicrowave-Assisted Synthesis and ApplicationsMulticomponent Synthesis of HeterocyclesChemical Synthesis and Analysis